EP1480955B1 - O-cyclopropyl-carboxanilides and their use as fungicides - Google Patents

O-cyclopropyl-carboxanilides and their use as fungicides Download PDF

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EP1480955B1
EP1480955B1 EP03706779A EP03706779A EP1480955B1 EP 1480955 B1 EP1480955 B1 EP 1480955B1 EP 03706779 A EP03706779 A EP 03706779A EP 03706779 A EP03706779 A EP 03706779A EP 1480955 B1 EP1480955 B1 EP 1480955B1
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formula
alkyl
fluoro
compound
bromo
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English (en)
French (fr)
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EP1480955A1 (en
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Josef Ehrenfreund
Hans Tobler
Harald Walter
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Syngenta Participations AG
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Syngenta Participations AG
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Priority claimed from GB0205127A external-priority patent/GB0205127D0/en
Priority claimed from GB0300705A external-priority patent/GB0300705D0/en
Priority to SI200330951T priority Critical patent/SI1480955T1/sl
Application filed by Syngenta Participations AG filed Critical Syngenta Participations AG
Priority to EP07012445A priority patent/EP1829865A3/en
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Priority to CY20071101189T priority patent/CY1106867T1/el
Priority to HUS1800002C priority patent/HUS1800002I1/hu
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Definitions

  • the present invention relates to novel ortho-substituted-cyclopropyl-azol-carboxamides which have microbiocidal activity, in particular fungicidal activity.
  • the invention also relates to the preparation of these compounds, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient, to the preparation of the compositions mentioned and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.
  • EP0545099A2 , JP06220035 and JP02129171 disclose certain ortho-unsubstituted-cyclopropyl-azol-carboxamides.
  • the present invention provides a compound of formula (I):
  • Alkenyl and alkynyl moieties can be in the form of straight or branched chains.
  • the alkenyl moieties can be of either the ( E )- or ( Z )-configuration-Examples are vinyl, allyl and propargyl.
  • Cycloalkyl includes cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.
  • heterocyclyl refers to a non-aromatic or aromatic ring containing up to 10 atoms including one or more (preferably one or two) heteroatoms selected, each independently, from O, S and N.
  • heteroatoms selected, each independently, from O, S and N.
  • examples of such rings include 1,3-dioxolanyl, tetrahydrofuranyl, morpholinyl, thienyl and furyl.
  • each optional substituent on an alkyl moiety is, independently, selected from the preferred list of halo, hydroxy, methoxy, trifluoromethoxy, difluoromethoxy, cyano and nitro.
  • each optional substituent on alkenyl or on alkynyl is, independently, selected from the preferred list of halo and cyano.
  • each optional substituent on cycloalkyl is, independently, selected from the preferred list of methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy and cyano.
  • each optional substituent on phenyl or on a heterocyclyl group is, independently, selected from the preferred list of halo, hydroxy, methoxy, trifluoromethoxy, difluoromethoxy and cyano.
  • R 1 and R 2 are, independently, hydrogen or fluoro.
  • R 3 is C 2-6 alkyl, optionally substituted C 3-8 cycloalkyl, phenyl, thienyl or furyl.
  • R 4 , R 5 and R 6 are, independently, selected from hydrogen, halogen, C 1-4 alkyl, C 1-4 haloalkyl and C 1-4 alkoxy(C 1-4 )alkyl; provided that at least one of R 4 , R 5 and R 6 is not hydrogen. More preferably R 4 , R 5 and R 6 are, independently, selected from hydrogen, halogen, methyl, C 1-2 haloalkyl and methoxymethyl; provided that at least one of R 4 , R 5 and R 6 is not hydrogen.
  • the present invention provides a compound of formula (II) where R 3 is as defined above for a compound of formula (I).
  • the compounds of formula (I) and of formula (II) may exist as different geometric or optical isomers or in different tautomeric forms.
  • This invention covers an such isomers and tautomers and mixtures thereof in all proportions as well as isotopic forms such as deuterated compounds.
  • Table 1 provides 22 compounds of formula (II) wherein R 3 is as defined in Table 1.
  • Table 1 Compound Number R 3 1.1 CH 2 CH 3 1.2 CH 2 CH 2 CH 3 1.3 CH(CH 3 ) 2 1.4 CH 2 CH 2 CH 2 CH 3 1.5 CH 2 CH(CH 3 ) 2 1.6 C(CH 3 ) 3 1.6 C(CH 3 ) 3 1.7 CH 2 CH 2 CH 2 CH 3 1.8 CH 2 CH 2 CH(CH 3 ) 2 1.9 CH 2 CH(CH 3 ) 2 1.10 cyclopropyl 1.11 cyclobutyl 1.12 cyclopentyl 1.13 cyclohexyl 1.14 cycloheptyl 1.15 cyclooctyl 1.16 phenyl 1.17 p-Cl-phenyl 1.18 p-F-phenyl 1.19 p-Br-phenyl 1.20 thienyl 1.21 furyl 1.22 ⁇ -methylcyclopropyl
  • Table X represents Table 2 (when X is 2) and represents Table 3 (when X is 3).
  • Table X Compound Number R 1 R 2 R 3 R 4 R 5 R 6 X.1 H H CH 2 CH 3 CF 3 CH 3 H X.2 H H CH 2 CH 3 CF 3 CH 2 OCH 3 H X.3 H H CH 2 CH 2 CH 3 CF 3 CH 3 H X.4 H H CH 2 CH 2 CH 3 CF 2 H CH 3 H X.5 H H CH(CH 3 ) 2 CF 3 CH 3 H X.6 H H CH(CH 3 ) 2 CF 2 H CH 3 H X.7 H H CH(CH 3 ) 2 CFH 2 CH 3 H X.8 H H CH(CH 3 ) 2 CH 3 CH 3 Cl X.9 H H CH(CH 3 ) 2 CH 3 CH 2 CH 3 Cl X.10 H H CH(CH 3 ) 2 CH 3 CH 3 F X.11 H H CH(CH 3 ) 2 CH 3 CH 2 CH 3 F X.12
  • Table 2 provides 80 compounds of formula (1a): wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined in Table 2.
  • Table 3 provides 80 compounds of formula (1b): wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined in Table 3.
  • Table 4 provides 50 compounds of formula (1c): wherein R 1 , R 2 , R 3 , R 4 and R 5 are as defined in Table 4.
  • Table 4 Compound Number R 1 R 2 R 3 R 4 R 5 4.1 H H CH 2 CH 3 CF 3 CH 3 4.2 H H CH 2 CH 3 CH 3 CH 3 4.3 H H CH 2 CH 2 CH 3 CF 3 CH 3 4.4 H H CH 2 CH 2 CH 3 CH 3 CH 3 4.5 H H CH(CH 3 ) 2 CF 3 CH 3 4.6 H H CH(CH 3 ) 2 CH 3 CH 3 4.7 H H CH(CH 3 ) 2 CH 2 CH 3 CH 3 4.8 H H CH 2 CH 2 CH 2 CH 3 CF 3 CH 3 4.9 H H CH 2 CH 2 CH 2 CH 3 CH 3 CH 3 4.10 H H CH 2 CH(CH 3 ) 2 CF 3 CH 3 4.11 H H CH 2 CH(CH 3 ) 2 CH 3 CH 3 4.12 H H H C(CH 3 ) 3 CF 3 CH 3 CH 3 CH 3 CH
  • Table 5 shows selected melting point and selected NMR data, all with CDCl 3 as the solvent (unless otherwise stated; if a mixture of solvents is present, this is indicated as, for example, (CDCl 3 / d 6 -DMSO)), (no attempt is made to list all characterising data in all cases) for compounds of Tables 1 to 4. Unless otherwise stated, the data relate to a cis/trans mixture of each compound; a compound number which ends with the letter 'c' relates only to its cis-isomer and a compound number which ends with the letter 't' relates only to its trans-isomer.
  • Table 5 Compound Number 1 H-NMR data: (ppm/multiplicity/number of Hs). m.p.
  • oil 1.10c 0.01/m/2H, 0.11/m/1H; 0.22/m/1H; 0.58/m/1H; 0.69/m/1H; 0.85/m/1H; 1.67/m/1H; 3.75/s/2H(NH 2 ); 6.49-6.60/m/2H; 6.82-7.00/m/2H. oil 1.10t 0.01/m/2H; 0.30/m/2H; 0.55/m/2H; 0.72/m/2H; 1.28/m/1H; 3.70/s/2H(NH 2 ); 6.45-6.55/m/2H; 6.77-6.85/m/2H.
  • oil 1.12 0-75/m/4H (cis and trans); 0.97/m/2H (cis and trans); 1.3-1.95/m/20H (cis and trans); 3.88/s/4H (cis and trans); 6.68/m/4H (cis and trans); 7,01/m/4H (cis and trans). oil 1.13 0.62-1.98/m/30H(cis and trans); 3.80/s/4H(cis and trans); 6.65/m/4H(cis and trans); 6.97/m/4H(cis and trans).
  • the compounds according to formula (I) may be prepared according to the following reaction schemes.
  • a compound of formula (II) [where R 3 is as defined above for a compound of formula (I)] may be prepared by a reaction sequence starting with a crossed-aldol condensation of benzaldehyde with a ketone of formula CH 3 C(O)R 3 [where R 3 is as defined above for a compound of formula (I)] in the presence of NaOH or KOH in a solvent (such as water or ethanol) and usually under reflux conditions or alternatively by reaction of benzaldehyde with a Wittig reagent under standard conditions.
  • a solvent such as water or ethanol
  • the resulting may then be converted into a compound of formula (IV) [where R 3 is as defined above for a compound of formula (I)]: by reacting first with hydrazine hydrate in ethanol under reflux conditions and then heating (in the range 150 to 250°C) in the presence of KOH (distilling off the solvent).
  • the resultant o/p-mixture of nitrobenzene of formula (V) [where R 3 is as defined above for a compound of formula (I)]: may then be separated and catalytically reduced (Pt/C/H 2 or Ra-Ni/H 2 ) in a solvent (such as methanol, ethanol or THF) at room temperature, to produce a crude o/p-mixture of a compound of formula (II), which may be further purified by standard techniques.
  • a solvent such as methanol, ethanol or THF
  • a compound of formula (II) [where R 3 is as defined above for a compound of formula (I)] may be prepared by a process as illustrated by the following reaction sequence and which involves a Pd(II)-catalysed imination step.
  • a compound of formula (VIII) [where R 3 is as defined above for a compound of formula (I)] is added to bromine and methanol at a temperature of 5-10°C, after which triphenylphosphine in a solvent [such as tetrahydrofuran] is added, to produce a compound of formula (IX) [where R 3 is as defined above for a compound of formula (I)], which in turn is added to sodium hydride, in a solvent [such as DMSO], and then reacted with 2-bromobenzaldehyde or 2-iodobenzaldehyde to yield a compound of formula (X) [where R 3 is as defined above for a compound of formula (I) and Hal is bromo or iodo].
  • the resultant compound of formula (X) is then mixed with hydrazine hydrate in a solvent [such as ethanol] and heated to reflux, after which potassium hydroxide is added and the resultant reaction mixture is maintained at 200-220°C for several hours.
  • a standard extraction and purification procedure yields a compound of formula (XI) [where R 3 is as defined above for a compound of formula (I) and Hal is bromo or iodo] which may then be converted to a compound of formula (II) by mixing with benzophenone imine, sodium tertiary butoxide, tris-dibenzylideneacetone-dipalladium (Pd 2 dba 3 ), racemic 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) and a solvent [such as benzene or toluene] and heating at reflux temperature, typically for several hours, and adding the resultant [usually crude isolated] imine to a mixture of
  • the resultant mixture is stirred, preferably for about an hour at room temperature, after which a cis-/trans-mixture of a compound of formula (II) may be extracted and subsequent separation of the cis- and trans-isomers achieved by using flash chromatography.
  • Reaction scheme 1B is novel and inventive, particularly the use of a Pd(II)-catalysed imination step. Therefore in a still further aspect the present invention provides a process for preparing a compound of formula (II), where R 3 is as defined above, comprising at least one of the steps of reaction scheme 1B; in particular a step using a Pd(II)catalyst-ligand-system [where the ligand is selected from a suitable sterically demanding phosphine (for example BINAP or dppf)] to react a compound of formula (XI) [where Hal is bromo or iodo; and R 3 is as defined above] with benzophenone imine optionally in the presence of a base [such as sodium- tert- butanolate, potassium- tert -butananolate, sodium carbonate, potassium carbonate or cesium carbonate] to produce a compound of formula (XII) [where R 3 is as defined above].
  • a base such
  • an amine of formula (IIA) [where R 3A is hydrogen or methyl] may be accomplished by a reaction sequence started by a Wittig reaction of o-nitrobenzaldehyde with an ylide [prepared from a cyclopropylmethlytriphenylphosphonium bromide in the presence of a strong base, such as NaH in a solvent such as DMSO, in the range 0-85°C].
  • a strong base such as NaH in a solvent such as DMSO
  • the resulting E/Z-mixture of a compound of formula (VI) [where R 3A is hydrogen or methyl] may be converted to a compound of formula (VII) by the application of the Simmons Smith reaction (Zn/Cu,CH 2 I 2 , ether as solvent) to the olefin group of the compound of formula (VI).
  • the reduction of the nitro group of the corresponding compound of formula (VII) may be performed using the conditions described in Scheme 1, to produce a compound of formula (IIA).
  • a base such as triethylamine, Hunig base, sodium bicarbonate, sodium carbonate, potassium carbonate, pyridine or quinoline, but preferably triethylamine
  • a solvent such as diethylether, TBME,
  • a coupling agent such as benzotriazol-1-yloxytris(dimethylamino) phosphoniumhexafluorophosphate, bis-(2-oxo-3-oxazolidinyl)-phosphinic acid chloride, N,N'-dicyclohexylcarbodiimide or 1,1'-carbonyl-diimidazole] may be used.
  • a compound of formula (IA) [where R 3A is hydrogen or methyl] may be prepared by the reduction of the nitro group of a compound of formula (VI) [where R 3A is hydrogen or methyl] using standard conditions (for example, catalytic reduction or Béchamp-reduction) followed by amidation with an acid chloride to provide a compound of formula (VII) [where R 3A is hydrogen or methyl] which is subsequently used in a Simmons-Smith reaction (Zn/Cu,CH 2 I 2 , ether as solvent) to provide a compound of formula (IA).
  • novel compounds of formula (I) have, for practical purposes, a very advantageous spectrum of activities for protecting plants against diseases that are caused by fungi as well as by bacteria and viruses.
  • the compounds of formula (I) can be used in the agricultural sector and related fields of use as active ingredients for controlling plant pests.
  • the novel compounds are distinguished by excellent activity at low rates of application, by being well tolerated by plants and by being environmentally safe. They have very useful curative, preventive and systemic properties and are used for protecting numerous cultivated plants.
  • the compounds of formula I can be used to inhibit or destroy the pests that occur on plants or parts of plants (fruit, blossoms, leaves, stems, tubers, roots) of different crops of useful plants, while at the same time protecting also those parts of the plants that grow later e.g. from phytopathogenic microorganisms.
  • compounds of formula (I) as dressing agents for the treatment of plant propagation material, in particular of seeds (fruit, tubers, grains) and plant cuttings (e.g. rice), for the protection against fungal infections as well as against phytopathogenic fungi occurring in the soil.
  • the compounds according to present invention may be used for controlling fungi in related areas, for example in the protection of technical materials, including wood and wood related technical products, in food storage, in hygiene management, etc.
  • the compounds of formula (I) are, for example, effective against the phytopathogenic fungi of the following classes: Fungi imperfecti (e.g. Botrytis, Pyricularia, Helminthosporium, Fusarium, Septoria, Cercospora and Alternaria) and Basidiomycetes (e.g. Rhizoctonia, Hemileia, Puccinia). Additionally, they are also effective against the Ascomycetes classes (e.g. Venturia and Erysiphe, Podosphaera, Monilinia, Uncinula) and of the Oomycetes classes (e.g. Phytophthora, Pythium, Plasmopara).
  • Fungi imperfecti e.g. Botrytis, Pyricularia, Helminthosporium, Fusarium, Septoria, Cercospora and Alternaria
  • Basidiomycetes e.g. Rhizoctonia, Hemileia, Puccinia
  • novel compounds of formula I are effective against phytopathogenic bacteria and viruses (e.g. against Xanthomonas spp, Pseudomonas spp, Erwinia amylovora as well as against the tobacco mosaic virus).
  • target crops to be protected typically comprise the following species of plants: cereal (wheat, barley, rye, oat, rice, maize, sorghum and related species); beet (sugar beet and fodder beet); pomes, drupes and soft fruit (apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and blackberries); leguminous plants (beans, lentils, peas, soybeans); oil plants (rape, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans, groundnuts); cucumber plants (pumpkins, cucumbers, melons); fibre plants (cotton, flax, hemp, jute); citrus fruit (oranges, lemons, grapefruit, mandarins); vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika); lauraceae (avocado, cinnamomum, camphor) or plants such as tobacco
  • the compounds of formula (I) are used in unmodified form or, preferably, together with the adjuvants conventionally employed in the art of formulation. To this end they are conveniently formulated in known manner to emulsifiable concentrates, coatable pastes, directly sprayable or dilutable solutions, dilute emulsions, wettable powders, soluble powders, dusts, granulates, and also encapsulations e.g. in polymeric substances.
  • the methods of application such as spraying, atomising, dusting, scattering, coating or pouring, are chosen in accordance with the intended objectives and the prevailing circumstances.
  • the compositions may also contain further adjuvants such as stabilizers, antifoams, viscosity regulators, binders or tackifiers as well as fertilizers, micronutrient donors or other formulations for obtaining special effects.
  • Suitable carriers and adjuvants can be solid or liquid and are substances useful in formulation technology, e.g. natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers. Such carriers are for example described in WO 97/33890 .
  • the compounds of formula (I) are normally used in the form of compositions and can be applied to the crop area or plant to be treated, simultaneously or in succession with further compounds.
  • further compounds can be e.g. fertilizers or micronutrient donors or other preparations which influence the growth of plants. They can also be selective herbicides as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired together with further carriers, surfactants or application promoting adjuvants customarily employed in the art of formulation.
  • the compounds of formula (I) can be mixed with other fungicides, resulting in some cases in unexpected synergistic activities.
  • Mixing components which are particularly preferred are azoles, such as azaconazole, BAY 14120, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxiconazole, fenbuconazole, fluquinconazole, flusilazole, flutriafol, hexaconazole, imazalil, imibenconazole, ipconazole, metconazole, myclobutanil, pefurazoate, penconazole, pyrifenox, prochloraz, propiconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triflumizole, triticonazole; pyrimidinyl carbino
  • a preferred method of applying a compound of formula (I), or an agrochemical composition which contains at least one of said compounds, is foliar application.
  • the frequency of application and the rate of application will depend on the risk of infestation by the corresponding pathogen.
  • the compounds of formula I can also penetrate the plant through the roots via the soil (systemic action) by drenching the locus of the plant with a liquid formulation, or by applying the compounds in solid form to the soil, e.g. in granular form (soil application). In crops of water rice such granulates can be applied to the flooded rice field.
  • the compounds of formula I may also be applied to seeds (coating) by impregnating the seeds or tubers either with a liquid formulation of the fungicide or coating them with a solid formulation.
  • a formulation that is, a composition containing the compound of formula (I)] and, if desired, a solid or liquid adjuvant, is prepared in a known manner, typically by intimately mixing and/or grinding the compound with extenders, for example solvents, solid carriers and, optionally, surface active compounds (surfactants).
  • extenders for example solvents, solid carriers and, optionally, surface active compounds (surfactants).
  • the agrochemical formulations will usually contain from 0.1 to 99% by weight, preferably from 0.1 to 95% by weight, of the compound of formula I, 99.9 to 1% by weight, preferably 99.8 to 5% by weight, of a solid or liquid adjuvant, and from 0 to 25% by weight, preferably from 0.1 to 25% by weight, of a surfactant.
  • Advantageous rates of application are normally from 5g to 2kg of active ingredient (a.i.) per hectare (ha), preferably from 10g to 1kg a.i./ha, most preferably from 20g to 600g a.i./ha.
  • convenient dosages are from 10mg to 1g of active substance per kg of seeds.
  • the resultant resin was dissolved in ethylacetate (500ml) at a temperature of 50°C and the organic phase was washed twice with water. Drying of the ethylacetate phase over sodium sulfate and distilling off the solvent in a water jet vacuum gave the raw material, which was purified by flash chromatography over silica gel (eluant: hexane/methylene chloride 7:1).
  • hydroxylamine hydrochloride (0.35g; 0.0048mol), sodium acetate (0.53g; 0.0064mol) and absolute methanol (30ml) were stirred at room temperature for about 15minutes. Then a solution of benzhydrilidene (2-bicyclopropyl-2-yl-phenyl)amine (0.9g; 0.00267 mol) in methanol (15ml) was added dropwise. The resultant mixture was stirred for 1hour at room temperature. After dilution with ethylacetate (250ml), the organic phase was washed twice with water.
  • Example B-1 Action against Puccinia recondita / wheat (Brownrust on wheat)
  • Example B-2 Action against Podosphaera leucotricha / apple (Powdery mildew on apple)
  • Example B-3 Action against Venturia inaequalis / apple (Scab on apple)
  • Example B-4 Action against Erysiphe graminis / barley (Powdery mildew on barley)
  • Example B-5 Action against Botrytis cinerea / apple (Botrytis on apple fruits)
  • Example B-6 Action against Botrytis cinerea / grape (Botrytis on grapes)
  • Example B-7 Action against Botrytis cinerea / tomato (Botrytis on tomatoes)
  • Example B-8 Action against Pyrenophora teres l barley (Net blotch on barley)
  • Example B-9 Action against Septoria nodorum /wheat (Septoria leaf spot on wheat)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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Families Citing this family (460)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10250110A1 (de) 2002-10-28 2004-05-13 Bayer Cropscience Ag Thiazol-(bi)cycloalkyl-carboxanilide
GB0225554D0 (en) 2002-11-01 2002-12-11 Syngenta Participations Ag Chemical compounds
EP1699763A1 (de) * 2003-12-23 2006-09-13 Basf Aktiengesellschaft 3-trifluormethylpicolins ureanilide und ihre verwendung als fungizide
GB0418047D0 (en) * 2004-08-12 2004-09-15 Syngenta Participations Ag Fungicidal compositions
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GB0422401D0 (en) 2004-10-08 2004-11-10 Syngenta Participations Ag Fungicidal compositions
UA86284C2 (uk) * 2004-12-10 2009-04-10 Сингента Партисипэйшнс Аг Спосіб одержання анілінів, застосування аміаку в цьому способі та спосіб амінування
AR053136A1 (es) * 2005-02-21 2007-04-25 Syngenta Participations Ag Procesopara la preparacion de nitrobenzoles
AR053137A1 (es) * 2005-02-21 2007-04-25 Syngenta Participations Ag Proceso para la preparacion de anilinas
AR053439A1 (es) * 2005-02-21 2007-05-09 Syngenta Participations Ag Proceso para la preparacion de nitrobenzoles
DE102005025989A1 (de) * 2005-06-07 2007-01-11 Bayer Cropscience Ag Carboxamide
CA2615518A1 (en) * 2005-07-18 2007-01-25 Syngenta Participations Ag Pyrazole-4- carboxamide derivatives as microbiocides
TW200744455A (en) 2005-07-21 2007-12-16 Syngenta Participations Ag Fungicidal combinations
JP5139295B2 (ja) * 2005-08-30 2013-02-06 シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト アニリンの製造方法
AU2006314825B2 (en) * 2005-11-15 2011-11-10 Syngenta Participations Ag Process for the production of carboxanilides
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UY30090A1 (es) 2006-01-16 2007-08-31 Syngenta Participations Ag Insecticidas novedosos
UA90209C2 (ru) 2006-02-09 2010-04-12 Синджента Партисипейшнс Аг Фунгицидная композиция, способ борьбы с заболеваниями полезных растений и способ защиты товаров
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WO2011069912A1 (de) 2009-12-07 2011-06-16 Basf Se Triazolverbindungen, ihre verwendung sowie sie enthaltende mittel
WO2011069894A1 (de) 2009-12-08 2011-06-16 Basf Se Triazolverbindungen, ihre verwendung sowie sie enthaltende mittel
JP2013512935A (ja) 2009-12-08 2013-04-18 ビーエーエスエフ ソシエタス・ヨーロピア 殺害虫混合物
EA023345B1 (ru) 2009-12-08 2016-05-31 Басф Се Пестицидные смеси
WO2011069916A1 (de) 2009-12-08 2011-06-16 Basf Se Triazolverbindungen, ihre verwendung als fungizide sowie sie enthaltende mittel
GB0922376D0 (en) 2009-12-22 2010-02-03 Syngenta Participations Ag Novel compounds
AU2009357098B2 (en) 2009-12-22 2014-06-05 Mitsui Chemicals Crop & Life Solutions, Inc. Plant disease control composition and method for controlling plant disease by applying the same
MY159017A (en) * 2009-12-25 2016-11-30 Sumitomo Chemical Co Composition and method for controlling plant diseases
WO2011095459A1 (en) 2010-02-04 2011-08-11 Syngenta Participations Ag Pyridazine derivatives, process for their preparation and their use as fungicides
WO2011095461A1 (en) 2010-02-04 2011-08-11 Syngenta Participations Ag Pyridazine derivatives, processes for their preparation and their use as fungicides
EP2353387A1 (de) 2010-02-05 2011-08-10 Bayer CropScience AG Verwendung von Succinat-Dehydrogenase (SDH)-Inhibitoren in der Behandlung von Pflanzenarten der Familie der Süßgräser
WO2011104183A1 (en) 2010-02-24 2011-09-01 Syngenta Participations Ag Novel microbicides
JP5793883B2 (ja) 2010-03-03 2015-10-14 住友化学株式会社 植物病害防除組成物及び植物病害防除方法
WO2011110583A2 (en) 2010-03-10 2011-09-15 Basf Se Fungicidal mixtures comprising triazole derivatives
US9288996B2 (en) 2010-03-18 2016-03-22 Basf Se Fungicidal compositions comprising a phosphate solubilizing microorganism and a fungicidally active compound
EP2366289A1 (en) 2010-03-18 2011-09-21 Basf Se Synergistic fungicidal mixtures
EP2377397A1 (de) 2010-04-14 2011-10-19 Bayer CropScience AG Verwendung fungizider Wirkstoffe zur Kontrolle von Mykosen an Palmengewächsen
DE102011017716A1 (de) 2010-04-29 2011-11-03 Basf Se Synergistische fungizide Mischungen
DE102011017670A1 (de) 2010-04-29 2011-11-03 Basf Se Synergistische fungizide Mischungen
DE102011017669A1 (de) 2010-04-29 2011-11-03 Basf Se Synergistische fungizide Mischungen
DE102011017715A1 (de) 2010-04-29 2012-03-08 Basf Se Synergistische fungizide Mischungen
DE102011017541A1 (de) 2010-04-29 2011-11-10 Basf Se Synergistische fungizide Mischungen
WO2011147953A1 (en) 2010-05-28 2011-12-01 Basf Se Pesticidal mixtures
US8653114B2 (en) 2010-06-03 2014-02-18 Bayer Intellectual Property Gmbh O-cyclopropylcyclohexyl-carboxanilides and their use as fungicides
EP2402344A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazole fused bicyclic compounds
EP2402345A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazole fused bicyclic compounds
EP2402339A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazolopyridine compounds
EP2402340A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazolopyridine compounds
EP2402335A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazolopyridine compounds
EP2402338A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazolopyridine compounds
EP2402337A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazolopyridine compounds
EP2402343A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazole-fused bicyclic compounds
EP2401915A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazolopyridine compounds
EP2402336A1 (en) 2010-06-29 2012-01-04 Basf Se Pyrazolopyridine compounds
EP2588456A1 (en) 2010-07-02 2013-05-08 Syngenta Participations AG Novel microbiocidal dioxime ether derivatives
CA2806419C (en) 2010-07-26 2018-08-21 Lorianne Fought Use of succinate dehydrogenase inhibitors and/or respiratory chain complex iii inhibitors for improving the ratio of harmful to beneficial microorganisms
CN103038217A (zh) 2010-07-29 2013-04-10 先正达参股股份有限公司 新颖的杀微生物的二肟醚衍生物
EP2600717A2 (en) 2010-08-03 2013-06-12 Basf Se Fungicidal compositions
AR083112A1 (es) 2010-10-01 2013-01-30 Syngenta Participations Ag Metodo para controlar enfermedades fitopatogenas y composiciones fungicidas utiles para dicho control
EP2447261A1 (en) 2010-10-29 2012-05-02 Basf Se Pyrrole, furane and thiophene derivatives and their use as fungicides
EP2447262A1 (en) 2010-10-29 2012-05-02 Basf Se Pyrrole, furane and thiophene derivatives and their use as fungicides
US9206137B2 (en) * 2010-11-15 2015-12-08 Bayer Intellectual Property Gmbh N-Aryl pyrazole(thio)carboxamides
MX2013005407A (es) 2010-11-15 2013-07-03 Bayer Ip Gmbh 5-halopirazolcarboxamidas.
JP2013543858A (ja) 2010-11-15 2013-12-09 バイエル・インテレクチユアル・プロパテイー・ゲー・エム・ベー・ハー 5−ハロゲノピラゾール(チオ)カルボキサミド類
WO2012066122A1 (en) 2010-11-18 2012-05-24 Syngenta Participations Ag 2 - (pyridin- 2 -yl) -quinazoline derivatives and their use as microbicides
WO2012069652A2 (en) 2010-11-26 2012-05-31 Syngenta Participations Ag Fungicide mixtures
EP2465350A1 (en) 2010-12-15 2012-06-20 Basf Se Pesticidal mixtures
WO2012084670A1 (en) 2010-12-20 2012-06-28 Basf Se Pesticidal active mixtures comprising pyrazole compounds
EP2481284A3 (en) 2011-01-27 2012-10-17 Basf Se Pesticidal mixtures
GB201102289D0 (en) 2011-02-09 2011-03-23 Syngenta Participations Ag New use
WO2012110464A1 (en) 2011-02-17 2012-08-23 Bayer Cropscience Ag Use of sdhi fungicides on conventionally bred asr-tolerant, stem canker resistant and/or frog-eye leaf spot resistant soybean varieties
BR112013021019A2 (pt) 2011-02-17 2019-02-26 Bayer Ip Gmbh uso de fungicidas sdhi em variedades de soja cultivadas de forma convencional com tolerância à ferrugem asiática da soja (asr), resistentes ao cancro da haste e/ou à mancha foliar olho-de-rã
JP6049684B2 (ja) 2011-03-23 2016-12-21 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se イミダゾリウム基を含むポリマーのイオン性化合物を含有する組成物
CN103476259A (zh) 2011-04-15 2013-12-25 巴斯夫欧洲公司 取代的二噻烯-四羧酰亚胺在防治植物病原性真菌中的用途
CA2832939C (en) * 2011-04-15 2022-06-21 Syngenta Participations Ag Pesticidal compositions comprising a nematode-antagonistic biocontrol agent
US9137997B2 (en) 2011-04-15 2015-09-22 Basf Se Use of substituted dithiine-dicarboximides for combating phytopathogenic fungi
EP2699090A1 (en) 2011-04-21 2014-02-26 Basf Se 3,4-disubstituted pyrrole 2,5-diones and their use as fungicides
BR112013030476A2 (pt) 2011-06-17 2017-06-20 Basf Se mistura, composição agroquímica, método para controlar fungos nocivos fitopatogênicos e material de propagação de planta
EP2723720A1 (de) * 2011-06-21 2014-04-30 Bayer Intellectual Property GmbH Verfahren zur herstellung von pyrazolylcarboxaniliden
PL2731935T3 (pl) 2011-07-13 2016-09-30 GRZYBOBÓJCZE PODSTAWIONE ZWIĄZKI 2-[2-FLUOROWCO-ALKILO-4-(FENOKSY)fenylo]-1-[1,2,4]TRIAZOL-1-ILOETANOLOWE
JP2014520828A (ja) 2011-07-15 2014-08-25 ビーエーエスエフ ソシエタス・ヨーロピア 殺菌性アルキル−置換2−[2−クロロ−4−(4−クロロ−フェノキシ)−フェニル]−1−[1,2,4]トリアゾール−1−イル−エタノール化合物
US20140141974A1 (en) 2011-07-15 2014-05-22 Basf Se Fungicidal phenylalkyl-substituted 2-[2-chloro-4-(4-chloro-phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds
WO2013010885A1 (en) 2011-07-15 2013-01-24 Basf Se Fungicidal alkyl- and aryl-substituted 2-[2-chloro-4-(dihalo-phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds
WO2013011010A1 (en) 2011-07-19 2013-01-24 Syngenta Participations Ag Fungizide mixtures
US20140243194A1 (en) 2011-08-15 2014-08-28 Basf Se Fungicidal substituted 1--1H-[1,2,4]triazole compounds
BR112014003412A2 (pt) 2011-08-15 2017-03-14 Basf Se compostos de fórmula i, processo, compostos de fórmula xii, viii e xi, composições agroquímicas, utilização e semente revestida
MX2013014348A (es) 2011-08-15 2014-04-30 Basf Se Compuestos fungicidas de 1-{2-[2-halo-4-(4-halogen-fenoxi)-feni]-2 -alcoxi-2-ciclil-etil}-1h-[1,2,4]triazol sustituidos.
CN103857662B (zh) 2011-08-15 2017-02-15 巴斯夫欧洲公司 杀真菌的取代的1‑{2‑[2‑卤代‑4‑(4‑卤代苯氧基)苯基]‑2‑烷氧基‑2‑炔基/链烯基乙基}‑1h‑[1,2,4]三唑化合物
JP2014525405A (ja) 2011-08-15 2014-09-29 ビーエーエスエフ ソシエタス・ヨーロピア 殺菌性置換1−{2−[2−ハロ−4−(4−ハロゲン−フェノキシ)−フェニル]−2−アルコキシ−3−メチル−ブチル}−1h−[1,2,4]トリアゾール化合物
US20140187423A1 (en) 2011-08-15 2014-07-03 Basf Se Fungicidal substituted 1--1H-[1,2,4]triazole compounds
EP2559688A1 (en) 2011-08-15 2013-02-20 Basf Se Fungicidal substituted 1-{2-[2-halo-4-(4-halogen-phenoxy)-phenyl]-2-butoxy-ethyl}-1h [1,2,4]triazole compounds
EA201400230A1 (ru) 2011-08-15 2014-07-30 Басф Се Фунгицидные замещенные 1-{2-[2-галоген-4-(4-галогенфенокси)фенил]-2-этоксиэтил}-1н-[1,2,4]триазольные соединения
UY34279A (es) 2011-08-23 2013-04-05 Syngenta Participations Ag Compuestos heterocíclicos activos como microbiocidas, intermediarios, composiciones y usos
BR112014004568A2 (pt) 2011-09-02 2017-04-04 Basf Se misturas agrícolas, método para proteger plantas de ataque, método para controlar insetos, método para a proteção de material de propagação de planta, semente, método para controlar fungos nocivos fitopagênicos, uso de uma mistura e composição agrícola
PL3628320T3 (pl) 2011-11-11 2022-07-25 Gilead Apollo, Llc Inhibitory acc i ich zastosowania
DK2793579T6 (en) 2011-12-21 2018-05-28 Basf Se APPLICATION OF STROBILUR TYPE-COMPOUNDS TO COMBAT PHYTOPATHOGENIC Fungi RESISTANT TO QO INHIBITORS
WO2013113788A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds
WO2013113719A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds ii
BR112014018812A8 (pt) 2012-02-03 2017-07-11 Basf Se Compostos, processo para preparar os compostos i, composição agroquímica, método para combater fungos nocivos fitopagênicos, uso dos compostos de fórmula i e semente
WO2013113773A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds
WO2013113781A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds i
WO2013113720A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds
WO2013113778A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds
US9055750B2 (en) 2012-02-03 2015-06-16 Basf Se Fungicidal pyrimidine compounds
WO2013113716A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds
WO2013113782A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds
WO2013113776A1 (en) 2012-02-03 2013-08-08 Basf Se Fungicidal pyrimidine compounds
WO2013124250A2 (en) 2012-02-20 2013-08-29 Basf Se Fungicidal substituted thiophenes
US9462809B2 (en) 2012-03-13 2016-10-11 Basf Se Fungicidal pyrimidine compounds
WO2013135672A1 (en) 2012-03-13 2013-09-19 Basf Se Fungicidal pyrimidine compounds
WO2013144223A1 (en) 2012-03-30 2013-10-03 Basf Se N-substituted pyrimidinylidene compounds and derivatives for combating animal pests
US9334238B2 (en) 2012-03-30 2016-05-10 Basf Se N-substituted pyridinylidenes for combating animal pests
WO2013149940A1 (en) 2012-04-02 2013-10-10 Basf Se Acrylamide compounds for combating invertebrate pests
WO2013149903A1 (en) 2012-04-03 2013-10-10 Basf Se N- substituted hetero - bicyclic furanone derivatives for combating animal
WO2013150115A1 (en) 2012-04-05 2013-10-10 Basf Se N- substituted hetero - bicyclic compounds and derivatives for combating animal pests
EP2844651A1 (en) 2012-05-04 2015-03-11 Basf Se Substituted pyrazole-containing compounds and their use as pesticides
WO2013174645A1 (en) 2012-05-24 2013-11-28 Basf Se N-thio-anthranilamide compounds and their use as pesticides
CN104640442A (zh) 2012-06-14 2015-05-20 巴斯夫欧洲公司 使用取代3-吡啶基噻唑化合物和衍生物防除动物有害物的灭害方法
EP2865266A4 (en) 2012-06-15 2016-01-06 Sumitomo Chemical Co PESTICIDAL COMPOSITION FOR HARMFUL ARTHROPODES AND PESTICULAR CONTROL METHOD FOR HARMFUL ARTHROPODES
BR122019015125B1 (pt) 2012-06-20 2020-04-07 Basf Se mistura pesticida, composição, composição agrícola, métodos para o combate ou controle das pragas de invertebrados, para a proteção dos vegetais em crescimento ou dos materias de propagação vegetal, para a proteção de material de propagação vegetal, uso de uma mistura pesticida e métodos para o combate dos fungos fitopatogênicos nocivos e para proteger vegetais de fungos fitopatogênicos nocivos
US20150208656A1 (en) 2012-07-13 2015-07-30 Basf Se Substituted thiadiazoles and their use as fungicides
WO2014009293A1 (en) 2012-07-13 2014-01-16 Basf Se New substituted thiadiazoles and their use as fungicides
WO2014053407A1 (en) 2012-10-01 2014-04-10 Basf Se N-thio-anthranilamide compounds and their use as pesticides
JP2015530414A (ja) 2012-10-01 2015-10-15 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se アントラニルアミド化合物を含む殺有害生物活性混合物
WO2014053401A2 (en) 2012-10-01 2014-04-10 Basf Se Method of improving plant health
JP2015535838A (ja) 2012-10-01 2015-12-17 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se アントラニルアミド化合物を含む殺有害生物活性混合物
BR112015003035A2 (pt) 2012-10-01 2017-12-05 Basf Se métodos para o controle de insetos, para a proteção de uma cultura e para o controle da resistência
JP2015532274A (ja) 2012-10-01 2015-11-09 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 栽培植物へのn−チオ−アントラニルアミド化合物の使用
AR093771A1 (es) 2012-10-01 2015-06-24 Basf Se Metodo para controlar insectos resistentes a insecticidas
US20150257383A1 (en) 2012-10-12 2015-09-17 Basf Se Method for combating phytopathogenic harmful microbes on cultivated plants or plant propagation material
WO2014060177A1 (en) 2012-10-16 2014-04-24 Syngenta Participations Ag Fungicidal compositions
CN104981161A (zh) 2012-11-19 2015-10-14 拱门木材保护有限公司 含有琥珀酸脱氢酶抑制剂的组合物
WO2014079820A1 (en) 2012-11-22 2014-05-30 Basf Se Use of anthranilamide compounds for reducing insect-vectored viral infections
CN102919232A (zh) * 2012-11-26 2013-02-13 联保作物科技有限公司 一种杀虫防病组合物及其制剂
WO2014082879A1 (en) 2012-11-27 2014-06-05 Basf Se Substituted [1,2,4]triazole compounds
US20150313229A1 (en) 2012-11-27 2015-11-05 Basf Se Substituted [1,2,4] Triazole Compounds
CN105008336A (zh) 2012-11-27 2015-10-28 巴斯夫欧洲公司 取代2-[苯氧基苯基]-1-[1,2,4]三唑-1-基乙醇化合物及其作为杀真菌剂的用途
EP2928873A1 (en) 2012-11-27 2015-10-14 Basf Se Substituted 2-[phenoxy-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds and their use as fungicides
WO2014083088A2 (en) 2012-11-30 2014-06-05 Bayer Cropscience Ag Binary fungicidal mixtures
WO2014086850A1 (en) 2012-12-04 2014-06-12 Basf Agro B.V., Arnhem (Nl) Compositions comprising a quillay extract and a fungicidal inhibitor of respiratory complex ii
WO2014086854A1 (en) 2012-12-04 2014-06-12 Basf Agro B.V., Arnhem (Nl) Compositions comprising a quillay extract and a plant growth regulator
WO2014086856A1 (en) 2012-12-04 2014-06-12 Basf Agro B.V., Arnhem (Nl) Compositions comprising a quillay extract and a biopesticide
AU2013354353A1 (en) 2012-12-04 2015-07-02 Basf Se New substituted 1,4-dithiine derivatives and their use as fungicides
EP2746278A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746262A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds for combating phytopathogenic fungi
US10071971B2 (en) 2012-12-19 2018-09-11 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
EP2746256A1 (en) 2012-12-19 2014-06-25 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2746255A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746279A1 (en) 2012-12-19 2014-06-25 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2745691A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted imidazole compounds and their use as fungicides
EP2746263A1 (en) 2012-12-19 2014-06-25 Basf Se Alpha-substituted triazoles and imidazoles
WO2014095381A1 (en) 2012-12-19 2014-06-26 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2746274A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole compounds
WO2014095534A1 (en) 2012-12-19 2014-06-26 Basf Se New substituted triazoles and imidazoles and their use as fungicides
CN104981459A (zh) 2012-12-19 2015-10-14 巴斯夫欧洲公司 新型取代三唑类和咪唑类及其作为杀真菌剂的用途
EP2746275A1 (en) 2012-12-19 2014-06-25 Basf Se New substituted triazoles and imidazoles and their use as fungicides
WO2014095555A1 (en) 2012-12-19 2014-06-26 Basf Se New substituted triazoles and imidazoles and their use as fungicides
EP2746276A1 (en) 2012-12-19 2014-06-25 Basf Se New substituted triazoles and imidazoles and their use as fungicides
EP2746277A1 (en) 2012-12-19 2014-06-25 Basf Se Fungicidal imidazolyl and triazolyl compounds
EP2746266A1 (en) 2012-12-19 2014-06-25 Basf Se New substituted triazoles and imidazoles and their use as fungicides
EP2935237A1 (en) 2012-12-19 2015-10-28 Basf Se Substituted [1,2,4]triazole compounds and their use as fungicides
EP2746264A1 (en) 2012-12-19 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
PL2934147T3 (pl) 2012-12-20 2020-06-29 BASF Agro B.V. Kompozycje zawierające związki triazolowe
EP2746259A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746257A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746260A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2746258A1 (en) 2012-12-21 2014-06-25 Basf Se Substituted [1,2,4]triazole and imidazole compounds
BR112015015503A2 (pt) 2012-12-27 2017-07-11 Basf Se composto substituído, composição veterinária, utilização de um composto, método para o controle de pragas de invertebrados e para o tratamento ou proteção de um animal e material de propagação do vegetal
WO2014118099A1 (en) 2013-01-30 2014-08-07 Basf Se Fungicidal naphthoquinones and derivatives
TWI614242B (zh) 2013-01-31 2018-02-11 住友化學股份有限公司 有害生物防治組成物及有害生物之防治方法
WO2014124850A1 (en) 2013-02-14 2014-08-21 Basf Se Substituted [1,2,4]triazole and imidazole compounds
CN105072915B (zh) 2013-03-20 2018-05-01 巴斯夫公司 包含枯草芽孢杆菌菌株和生物农药的协同增效组合物
EP2975941A1 (en) 2013-03-20 2016-01-27 BASF Corporation Synergistic compositions comprising a bacillus subtilis strain and a pesticide
EP2783569A1 (en) 2013-03-28 2014-10-01 Basf Se Compositions comprising a triazole compound
BR112015026357A2 (pt) 2013-04-19 2017-07-25 Basf Se compostos, composição agrícola ou veterinária, métodos para o combate ou controle das pragas, para a proteção de vegetais, para a proteção do material de propagação e para o tratamento de animais e utilização de um composto
CA2911818A1 (en) 2013-05-10 2014-11-13 Nimbus Apollo, Inc. Acc inhibitors and uses thereof
EP2994139B1 (en) 2013-05-10 2019-04-10 Gilead Apollo, LLC Acc inhibitors and uses thereof
EP2813499A1 (en) 2013-06-12 2014-12-17 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2815647A1 (en) 2013-06-18 2014-12-24 Basf Se Novel strobilurin-type compounds for combating phytopathogenic fungi
EP2815649A1 (en) 2013-06-18 2014-12-24 Basf Se Fungicidal mixtures II comprising strobilurin-type fungicides
WO2014202751A1 (en) 2013-06-21 2014-12-24 Basf Se Methods for controlling pests in soybean
BR112016000869B1 (pt) 2013-07-15 2021-07-06 Basf Se composto, composição agrícola, composição veterinária e usos de um composto
WO2015011615A1 (en) 2013-07-22 2015-01-29 Basf Corporation Mixtures comprising a trichoderma strain and a pesticide
EP2835052A1 (en) 2013-08-07 2015-02-11 Basf Se Fungicidal mixtures comprising pyrimidine fungicides
EP2839745A1 (en) 2013-08-21 2015-02-25 Basf Se Agrochemical formulations comprising a 2-ethyl-hexanol alkoxylate
WO2015036059A1 (en) 2013-09-16 2015-03-19 Basf Se Fungicidal pyrimidine compounds
WO2015036058A1 (en) 2013-09-16 2015-03-19 Basf Se Fungicidal pyrimidine compounds
CR20160180A (es) 2013-09-19 2016-10-03 Basf Se Compuestos heterocíclicos de n-acilimino
BR112016008555A8 (pt) 2013-10-18 2020-03-10 Basf Agrochemical Products Bv usos do composto carboxamida ativo pesticida e método de proteção de material de propagação vegetal
JP6644679B2 (ja) * 2013-10-18 2020-02-12 ビーエーエスエフ アグロケミカル プロダクツ ビー.ブイ. カルボキサミド化合物を含む農業用活性混合物
CN104649973B (zh) 2013-11-25 2017-02-15 沈阳中化农药化工研发有限公司 一种吡唑酰胺类化合物及其用途
BR112016013263B1 (pt) 2013-12-12 2020-08-25 Basf Se compostos, composição, uso de um composto e método para o combate dos fungos fitopatogênicos
CN105829296A (zh) 2013-12-18 2016-08-03 巴斯夫欧洲公司 带有亚胺衍生的取代基的唑类化合物
JP2017502022A (ja) 2013-12-18 2017-01-19 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se N−置換イミノ複素環式化合物
WO2015104422A1 (en) 2014-01-13 2015-07-16 Basf Se Dihydrothiophene compounds for controlling invertebrate pests
AU2015238666B2 (en) 2014-03-26 2018-11-15 Basf Se Substituted [1,2,4]triazole and imidazole compounds as fungicides
EP2924027A1 (en) 2014-03-28 2015-09-30 Basf Se Substituted [1,2,4]triazole and imidazole fungicidal compounds
EP2949216A1 (en) 2014-05-30 2015-12-02 Basf Se Fungicidal substituted alkynyl [1,2,4]triazole and imidazole compounds
EP2949649A1 (en) 2014-05-30 2015-12-02 Basf Se Fungicide substituted [1,2,4]triazole and imidazole compounds
EP3756464A1 (en) 2014-06-06 2020-12-30 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP2952512A1 (en) 2014-06-06 2015-12-09 Basf Se Substituted [1,2,4]triazole compounds
EP2952507A1 (en) 2014-06-06 2015-12-09 Basf Se Substituted [1,2,4]triazole compounds
AR100743A1 (es) 2014-06-06 2016-10-26 Basf Se Compuestos de [1,2,4]triazol sustituido
EP2952506A1 (en) 2014-06-06 2015-12-09 Basf Se Substituted [1,2,4]triazole and imidazole compounds
EP2979549A1 (en) 2014-07-31 2016-02-03 Basf Se Method for improving the health of a plant
WO2016055431A1 (en) 2014-10-06 2016-04-14 Basf Se Substituted pyrimidinium compounds for combating animal pests
JP2017538860A (ja) 2014-10-24 2017-12-28 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 固体粒子の表面荷電を改変するための、非両性の四級化可能な水溶性ポリマー
BR112017009513A2 (pt) 2014-11-06 2018-02-06 Basf Se utilização de um composto heterobicíclico, utilização dos compostos i, compostos, composição agrícola ou veterinária, método para o combate ou controle de pragas, método para a proteção de culturas e sementes
EP3028573A1 (en) 2014-12-05 2016-06-08 Basf Se Use of a triazole fungicide on transgenic plants
JP6743032B2 (ja) 2015-02-06 2020-08-19 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 硝化抑制剤としてのピラゾール化合物
ES2820320T3 (es) 2015-02-11 2021-04-20 Basf Se Mezcla de pesticidas que comprende un compuesto de pirazol, un insecticida y un fungicida
WO2016128240A1 (en) 2015-02-11 2016-08-18 Basf Se Pesticidal mixture comprising a pyrazole compound and two fungicides
CN105541716B (zh) 2015-03-26 2024-02-23 Agc株式会社 吡唑衍生物的制造方法
CA2980505A1 (en) 2015-04-07 2016-10-13 Basf Agrochemical Products B.V. Use of an insecticidal carboxamide compound against pests on cultivated plants
EP3294690A1 (en) 2015-05-12 2018-03-21 Basf Se Thioether compounds as nitrification inhibitors
WO2016198611A1 (en) 2015-06-11 2016-12-15 Basf Se N-(thio)acylimino heterocyclic compounds
WO2016198613A1 (en) 2015-06-11 2016-12-15 Basf Se N-(thio)acylimino compounds
WO2017016883A1 (en) 2015-07-24 2017-02-02 Basf Se Process for preparation of cyclopentene compounds
CN108137537B (zh) 2015-10-02 2021-07-23 巴斯夫欧洲公司 作为有害物防治剂的具有2-氯嘧啶-5-基取代基的亚氨基化合物
EP3359530A1 (en) 2015-10-05 2018-08-15 Basf Se Pyridine derivatives for combating phytopathogenic fungi
WO2017072013A1 (en) 2015-10-27 2017-05-04 Bayer Cropscience Aktiengesellschaft Composition comprising a safener, a fungicide and metalaxyl
EP3371177A1 (en) 2015-11-02 2018-09-12 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3165094A1 (en) 2015-11-03 2017-05-10 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3370525A1 (en) 2015-11-04 2018-09-12 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3165093A1 (en) 2015-11-05 2017-05-10 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3167716A1 (en) 2015-11-10 2017-05-17 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3373733A1 (en) 2015-11-13 2018-09-19 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3373732A1 (en) 2015-11-13 2018-09-19 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3376867A1 (en) 2015-11-19 2018-09-26 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
CA3003949A1 (en) 2015-11-19 2017-05-26 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
SI3380479T1 (sl) 2015-11-25 2023-04-28 Gilead Apollo, Llc Triazolni inhibitorji ACC in uporabe le-teh
CA3004798C (en) 2015-11-25 2023-10-31 Gilead Apollo, Llc Ester acc inhibitors and uses thereof
CA3004796C (en) 2015-11-25 2023-11-14 Gilead Apollo, Llc Pyrazole acc inhibitors and uses thereof
CA3003956A1 (en) 2015-11-30 2017-06-08 Basf Se Mixtures of cis-jasmone and bacillus amyloliquefaciens
EP3383849B1 (en) 2015-12-01 2020-01-08 Basf Se Pyridine compounds as fungicides
EP3383848B1 (en) 2015-12-01 2020-01-08 Basf Se Pyridine compounds as fungicides
EP3205208A1 (en) 2016-02-09 2017-08-16 Basf Se Mixtures and compositions comprising paenibacillus strains or fusaricidins and chemical pesticides
US20190077809A1 (en) 2016-03-09 2019-03-14 Basf Se Spirocyclic Derivatives
BR112018017034A2 (pt) 2016-03-10 2018-12-26 Basf Se misturas e seu uso, composição agroquímica, método de controle de fungos daninhos fitopatogênicos e material de propagação vegetal
CA3015131A1 (en) 2016-03-11 2017-09-14 Basf Se Method for controlling pests of plants
PL3436457T3 (pl) 2016-04-01 2022-11-28 Basf Se Związki bicykliczne
RU2018138748A (ru) 2016-04-11 2020-05-12 Басф Се Замещенные оксадиазолы для борьбы с фитопатогенными грибами
US20190276376A1 (en) 2016-05-18 2019-09-12 Basf Se Capsules comprising benzylpropargylethers for use as nitrification inhibitors
JPWO2018021375A1 (ja) 2016-07-29 2019-05-16 Agc株式会社 含フッ素ピラゾールカルボン酸ハライド類の製造方法
US20190200612A1 (en) 2016-09-13 2019-07-04 Basf Se Fungicidal mixtures i comprising quinoline fungicides
WO2018054721A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018054711A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018054723A1 (en) 2016-09-26 2018-03-29 Basf Se Pyridine compounds for controlling phytopathogenic harmful fungi
WO2018065182A1 (en) 2016-10-04 2018-04-12 Basf Se Reduced quinoline compounds as antifuni agents
WO2018073110A1 (en) 2016-10-20 2018-04-26 Basf Se Quinoline compounds as fungicides
CN110291072A (zh) 2016-12-16 2019-09-27 巴斯夫欧洲公司 农药化合物
BR112019011293A2 (pt) 2016-12-19 2019-10-08 Basf Se compostos de fórmula i, intermediários, composição agroquímica, uso e método para combater fungos nocivos fitopatogênicos
EP3339297A1 (en) 2016-12-20 2018-06-27 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
EP3338552A1 (en) 2016-12-21 2018-06-27 Basf Se Use of a tetrazolinone fungicide on transgenic plants
BR112019014061A2 (pt) 2017-01-23 2020-02-04 Basf Se compostos de fórmula i, intermediários b, intermediários c, intermediários ii e intermediários d, composição, uso, método para combater fungos fitopatogênicos, semente e processo para a síntese dos compostos de fórmula i
WO2018149754A1 (en) 2017-02-16 2018-08-23 Basf Se Pyridine compounds
BR112019015338B1 (pt) 2017-02-21 2023-03-14 Basf Se Compostos de fórmula i, composição agroquímica, semente revestida, uso dos compostos e método para combater fungos nocivos fitopatogênicos
WO2018162312A1 (en) 2017-03-10 2018-09-13 Basf Se Spirocyclic derivatives
WO2018166855A1 (en) 2017-03-16 2018-09-20 Basf Se Heterobicyclic substituted dihydroisoxazoles
ES2950451T3 (es) 2017-03-28 2023-10-10 Basf Se Compuestos plaguicidas
AU2018241628B2 (en) 2017-03-31 2022-03-17 Basf Se Pyrimidinium compounds and their mixtures for combating animal pests
WO2018184882A1 (en) 2017-04-06 2018-10-11 Basf Se Pyridine compounds
US20200045974A1 (en) 2017-04-07 2020-02-13 Basf Se Substituted Oxadiazoles for Combating Phytopathogenic Fungi
WO2018188962A1 (en) 2017-04-11 2018-10-18 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
MX2019012468A (es) 2017-04-20 2019-12-11 Pi Industries Ltd Nuevos compuestos de fenilamina.
WO2018192793A1 (en) 2017-04-20 2018-10-25 Basf Se Substituted rhodanine derivatives
CA3058104A1 (en) 2017-04-26 2018-11-01 Basf Se Substituted succinimide derivatives as pesticides
EA201992550A1 (ru) 2017-05-02 2020-04-14 Басф Се Фунгицидные смеси, содержащие замещенные 3-фенил-5-(трифторметил)-1,2,4-оксадиазолы
WO2018202491A1 (en) 2017-05-04 2018-11-08 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
CN110621669A (zh) 2017-05-04 2019-12-27 巴斯夫欧洲公司 防除植物病原性真菌的取代5-卤代烷基-5-羟基异噁唑类
WO2018202737A1 (en) 2017-05-05 2018-11-08 Basf Se Fungicidal mixtures comprising triazole compounds
WO2018206479A1 (en) 2017-05-10 2018-11-15 Basf Se Bicyclic pesticidal compounds
WO2018210658A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210659A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210660A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
WO2018210661A1 (en) 2017-05-15 2018-11-22 Basf Se Heteroaryl compounds as agrochemical fungicides
EP3625215B1 (en) 2017-05-18 2023-09-13 PI Industries Ltd Formimidamidine compounds useful against phytopathogenic microorganisms
CA3063300A1 (en) 2017-05-30 2018-12-06 Basf Se Pyridine and pyrazine compounds
WO2018219797A1 (en) 2017-06-02 2018-12-06 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
WO2018224455A1 (en) 2017-06-07 2018-12-13 Basf Se Substituted cyclopropyl derivatives
WO2018229202A1 (en) 2017-06-16 2018-12-20 Basf Se Mesoionic imidazolium compounds and derivatives for combating animal pests
EP3642187A1 (en) 2017-06-19 2020-04-29 Basf Se 2-[[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]aryloxy](thio)acetamides for combating phytopathogenic fungi
US11542280B2 (en) 2017-06-19 2023-01-03 Basf Se Substituted pyrimidinium compounds and derivatives for combating animal pests
WO2018234488A1 (en) 2017-06-23 2018-12-27 Basf Se SUBSTITUTED CYCLOPROPYL DERIVATIVES
WO2019002158A1 (en) 2017-06-30 2019-01-03 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR THE CONTROL OF PHYTOPATHOGENIC FUNGI
WO2019025250A1 (en) 2017-08-04 2019-02-07 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR COMBATING PHYTOPATHOGENIC FUNGI
WO2019038042A1 (en) 2017-08-21 2019-02-28 Basf Se SUBSTITUTED TRIFLUOROMETHYLOXADIAZOLES FOR THE CONTROL OF PHYTOPATHOGENIC FUNGI
EP3915379A1 (en) 2017-08-29 2021-12-01 Basf Se Pesticidal mixtures
WO2019042932A1 (en) 2017-08-31 2019-03-07 Basf Se METHOD FOR CONTROLLING RICE PARASITES IN RICE
EP3453706A1 (en) 2017-09-08 2019-03-13 Basf Se Pesticidal imidazole compounds
BR112020004441B1 (pt) 2017-09-18 2024-01-16 Basf Se Compostos da fórmula i, composição agroquímica, semente revestida, uso de compostos e método não-terapêutico de combate de fungos
WO2019057660A1 (en) 2017-09-25 2019-03-28 Basf Se INDOLE AND AZAINDOLE COMPOUNDS HAVING 6-CHANNEL SUBSTITUTED ARYL AND HETEROARYL CYCLES AS AGROCHEMICAL FUNGICIDES
WO2019072906A1 (en) 2017-10-13 2019-04-18 Basf Se IMIDAZOLIDINE PYRIMIDINIUM COMPOUNDS FOR CONTROL OF HARMFUL ANIMALS
US11147275B2 (en) 2017-11-23 2021-10-19 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
WO2019115511A1 (en) 2017-12-14 2019-06-20 Basf Se Fungicidal mixture comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
EP3723485A1 (en) 2017-12-15 2020-10-21 Basf Se Fungicidal mixture comprising substituted pyridines
CA3085651A1 (en) 2017-12-20 2019-06-27 Pi Industries Ltd. Fluoralkenyl compounds, process for preparation and use thereof
WO2019121143A1 (en) 2017-12-20 2019-06-27 Basf Se Substituted cyclopropyl derivatives
CN111491925B (zh) 2017-12-21 2023-12-29 巴斯夫欧洲公司 杀害虫化合物
US11414438B2 (en) 2018-01-09 2022-08-16 Basf Se Silylethynyl hetaryl compounds as nitrification inhibitors
WO2019137995A1 (en) 2018-01-11 2019-07-18 Basf Se Novel pyridazine compounds for controlling invertebrate pests
MX2020007565A (es) 2018-01-30 2020-09-03 Pi Industries Ltd Nuevos oxadiazoles.
WO2019150311A1 (en) 2018-02-02 2019-08-08 Pi Industries Ltd. 1-3 dithiol compounds and their use for the protection of crops from phytopathogenic microorganisms
WO2019154665A1 (en) 2018-02-07 2019-08-15 Basf Se New pyridine carboxamides
EP3749660A1 (en) 2018-02-07 2020-12-16 Basf Se New pyridine carboxamides
EP3530118A1 (en) 2018-02-26 2019-08-28 Basf Se Fungicidal mixtures
EP3530116A1 (en) 2018-02-27 2019-08-28 Basf Se Fungicidal mixtures comprising xemium
CA3089374A1 (en) 2018-02-28 2019-09-06 Basf Se Use of alkoxypyrazoles as nitrification inhibitors
WO2019166252A1 (en) 2018-02-28 2019-09-06 Basf Se Fungicidal mixtures comprising fenpropidin
CA3089381A1 (en) 2018-02-28 2019-09-06 Basf Se Use of pyrazole propargyl ethers as nitrification inhibitors
IL276745B2 (en) 2018-02-28 2023-10-01 Basf Se Use of N-functional alkoxy pyrazole compounds as nitrification inhibitors
US11917995B2 (en) 2018-03-01 2024-03-05 BASF Agro B.V. Fungicidal compositions of mefentrifluconazole
EP3533333A1 (en) 2018-03-02 2019-09-04 Basf Se Fungicidal mixtures comprising pydiflumetofen
EP3533331A1 (en) 2018-03-02 2019-09-04 Basf Se Fungicidal mixtures comprising pydiflumetofen
EP3536150A1 (en) 2018-03-06 2019-09-11 Basf Se Fungicidal mixtures comprising fluxapyroxad
WO2019171234A1 (en) 2018-03-09 2019-09-12 Pi Industries Ltd. Heterocyclic compounds as fungicides
WO2019175712A1 (en) 2018-03-14 2019-09-19 Basf Corporation New uses for catechol molecules as inhibitors to glutathione s-transferase metabolic pathways
WO2019175713A1 (en) 2018-03-14 2019-09-19 Basf Corporation New catechol molecules and their use as inhibitors to p450 related metabolic pathways
WO2019185413A1 (en) 2018-03-27 2019-10-03 Basf Se Pesticidal substituted cyclopropyl derivatives
BR112020020959A2 (pt) 2018-04-16 2021-01-19 Pi Industries Ltd. Uso de compostos de fenilamidina 4-substituídospara controlar doenças de ferrugem em vegetais
WO2019219529A1 (en) 2018-05-15 2019-11-21 Basf Se Mixtures comprising benzpyrimoxan and oxazosulfyl and uses and methods of applying them
WO2019219464A1 (en) 2018-05-15 2019-11-21 Basf Se Substituted trifluoromethyloxadiazoles for combating phytopathogenic fungi
WO2019224092A1 (en) 2018-05-22 2019-11-28 Basf Se Pesticidally active c15-derivatives of ginkgolides
WO2020002472A1 (en) 2018-06-28 2020-01-02 Basf Se Use of alkynylthiophenes as nitrification inhibitors
CN112424147B (zh) 2018-07-23 2023-06-30 巴斯夫欧洲公司 取代噻唑烷化合物作为硝化抑制剂的用途
CA3104256A1 (en) 2018-07-23 2020-01-30 Basf Se Use of substituted 2-thiazolines as nitrification inhibitors
TW202009235A (zh) 2018-08-17 2020-03-01 印度商皮埃企業有限公司 1,2-二硫醇酮化合物及其用途
EP3613736A1 (en) 2018-08-22 2020-02-26 Basf Se Substituted glutarimide derivatives
EP3628158A1 (en) 2018-09-28 2020-04-01 Basf Se Pesticidal mixture comprising a mesoionic compound and a biopesticide
US20220046925A1 (en) 2018-09-28 2022-02-17 Basf Se Method of controlling pests by seed treatment application of a mesoionic compound or mixture thereof
EP3628156A1 (en) 2018-09-28 2020-04-01 Basf Se Method for controlling pests of sugarcane, citrus, rapeseed, and potato plants
EP3628157A1 (en) 2018-09-28 2020-04-01 Basf Se Method of controlling insecticide resistant insects and virus transmission to plants
CA3112924A1 (en) 2018-10-01 2020-04-09 Pi Industries Ltd Oxadiazoles as fungicides
KR20210098949A (ko) 2018-10-01 2021-08-11 피아이 인더스트리스 엘티디. 새로운 옥사디아졸
EP3643705A1 (en) 2018-10-24 2020-04-29 Basf Se Pesticidal compounds
WO2020095161A1 (en) 2018-11-05 2020-05-14 Pi Industries Ltd. Nitrone compounds and use thereof
CN113166063A (zh) 2018-11-28 2021-07-23 巴斯夫欧洲公司 杀害虫化合物
EP3670501A1 (en) 2018-12-17 2020-06-24 Basf Se Substituted [1,2,4]triazole compounds as fungicides
BR112021009395A2 (pt) 2018-12-18 2021-08-10 Basf Se compostos de pirimidínio substituídos, compostos de fórmula (i), métodos para proteger culturas, para o combate, controle, prevenção ou proteção, método não terapêutico para o tratamento de animais, semente e usos dos compostos de fórmula (i)
EP3696177A1 (en) 2019-02-12 2020-08-19 Basf Se Heterocyclic compounds for the control of invertebrate pests
EP3953340B1 (en) 2019-04-08 2023-08-02 PI Industries Ltd. Novel oxadiazole compounds for controlling or preventing phytopathogenic fungi
CN113874372A (zh) 2019-04-08 2021-12-31 Pi工业有限公司 用于控制或预防植物病原真菌的新型噁二唑化合物
CN109970652A (zh) * 2019-04-08 2019-07-05 天津大学 1-甲基-3-单氟甲基吡唑-4-甲酸酰胺化合物及其制备方法、用途
BR112021020232A2 (pt) 2019-04-08 2021-12-07 Pi Industries Ltd Compostos de oxadiazol inovadores para controlar ou prevenir fungos fitopatogênicos
EP3730489A1 (en) 2019-04-25 2020-10-28 Basf Se Heteroaryl compounds as agrochemical fungicides
EP3769623A1 (en) 2019-07-22 2021-01-27 Basf Se Mesoionic imidazolium compounds and derivatives for combating animal pests
CN113923987B (zh) 2019-05-29 2024-10-01 巴斯夫欧洲公司 用于防除动物害虫的介离子咪唑鎓化合物和衍生物
WO2020244969A1 (en) 2019-06-06 2020-12-10 Basf Se Pyridine derivatives and their use as fungicides
CN113993847A (zh) 2019-06-06 2022-01-28 巴斯夫欧洲公司 杀真菌的n-(吡啶-3-基)羧酰胺类
WO2020244970A1 (en) 2019-06-06 2020-12-10 Basf Se New carbocyclic pyridine carboxamides
EP3766879A1 (en) 2019-07-19 2021-01-20 Basf Se Pesticidal pyrazole derivatives
AR119774A1 (es) 2019-08-19 2022-01-12 Pi Industries Ltd Compuestos de oxadiazol que contienen un anillo heteroaromático de 5 miembros para controlar o prevenir hongos fitopatogénicos
WO2021063736A1 (en) 2019-10-02 2021-04-08 Basf Se Bicyclic pyridine derivatives
WO2021063735A1 (en) 2019-10-02 2021-04-08 Basf Se New bicyclic pyridine derivatives
CN110651790B (zh) * 2019-11-05 2021-08-27 广西壮族自治区亚热带作物研究所(广西亚热带农产品加工研究所) 一种防治菠萝炭疽病的杀菌组合物
AR120374A1 (es) 2019-11-08 2022-02-09 Pi Industries Ltd Compuestos de oxadiazol que contienen anillos de heterociclilo fusionados para controlar o prevenir hongos fitopatogénicos
EP4081037A1 (en) 2019-12-23 2022-11-02 Basf Se Enzyme enhanced root uptake of agrochemical active compound
US20230106291A1 (en) 2020-02-28 2023-04-06 BASF Agro B.V. Methods and uses of a mixture comprising alpha-cypermethrin and dinotefuran for controlling invertebrate pests in t
BR112022017563A2 (pt) 2020-03-04 2022-10-18 Basf Se Uso de compostos, composição agroquímica e método para combater fungos fitopatogênicos nocivos
WO2021209360A1 (en) 2020-04-14 2021-10-21 Basf Se Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
EP3903581A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors i
EP3903584A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iv
EP3903583A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors iii
EP3903582A1 (en) 2020-04-28 2021-11-03 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors ii
BR112022021631A2 (pt) 2020-04-28 2022-12-06 Basf Se Compostos, composição, métodos para combater ou controlar pragas invertebradas, para proteger plantas em crescimento e para tratar ou proteger um animal, semente e uso de um composto
EP3909950A1 (en) 2020-05-13 2021-11-17 Basf Se Heterocyclic compounds for the control of invertebrate pests
WO2021249800A1 (en) 2020-06-10 2021-12-16 Basf Se Substituted [1,2,4]triazole compounds as fungicides
EP3945089A1 (en) 2020-07-31 2022-02-02 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors v
EP3960727A1 (en) 2020-08-28 2022-03-02 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors vi
EP3939961A1 (en) 2020-07-16 2022-01-19 Basf Se Strobilurin type compounds and their use for combating phytopathogenic fungi
WO2022017836A1 (en) 2020-07-20 2022-01-27 BASF Agro B.V. Fungicidal compositions comprising (r)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1- (1,2,4-triazol-1-yl)propan-2-ol
EP3970494A1 (en) 2020-09-21 2022-03-23 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors viii
UY39385A (es) 2020-08-18 2022-02-25 Pi Industries Ltd Nuevos compuestos heterocíclicos para combatir los hongos fitopatógenos
WO2022058877A1 (en) 2020-09-15 2022-03-24 Pi Industries Limited Novel picolinamide compounds for combating phytopathogenic fungi
WO2022058878A1 (en) 2020-09-15 2022-03-24 Pi Industries Limited Novel picolinamide compounds for combating phytopathogenic fungi
AR123594A1 (es) 2020-09-26 2022-12-21 Pi Industries Ltd Compuestos nematicidas y uso de los mismos
CN116209355A (zh) 2020-10-27 2023-06-02 巴斯夫农业公司 包含氯氟醚菌唑的组合物
WO2022090071A1 (en) 2020-11-02 2022-05-05 Basf Se Use of mefenpyr-diethyl for controlling phytopathogenic fungi
WO2022090069A1 (en) 2020-11-02 2022-05-05 Basf Se Compositions comprising mefenpyr-diethyl
WO2022106304A1 (en) 2020-11-23 2022-05-27 BASF Agro B.V. Compositions comprising mefentrifluconazole
EP4018830A1 (en) 2020-12-23 2022-06-29 Basf Se Pesticidal mixtures
AU2022216425A1 (en) 2021-02-02 2023-08-17 Basf Se Synergistic action of dcd and alkoxypyrazoles as nitrification inhibitors
EP4043444A1 (en) 2021-02-11 2022-08-17 Basf Se Substituted isoxazoline derivatives
UY39755A (es) 2021-05-05 2022-11-30 Pi Industries Ltd Nuevos compuestos heterocíclicos condensados para combatir hongos fitopatógenos.
WO2022238157A1 (en) 2021-05-11 2022-11-17 Basf Se Fungicidal mixtures comprising substituted 3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazoles
BR112023023989A2 (pt) 2021-05-18 2024-01-30 Basf Se Compostos, composição, método para combater fungos fitopatogênicos e semente
KR20240008856A (ko) 2021-05-18 2024-01-19 바스프 에스이 살진균제로서의 신규한 치환된 피리딘
CN117355518A (zh) 2021-05-18 2024-01-05 巴斯夫欧洲公司 用作杀真菌剂的新型取代吡啶类
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EP4341248A1 (en) 2021-05-21 2024-03-27 Basf Se Use of an n-functionalized alkoxy pyrazole compound as nitrification inhibitor
UY39780A (es) 2021-05-26 2022-11-30 Pi Industries Ltd Composición fungicida que contiene compuestos de oxadiazol
EP4094579A1 (en) 2021-05-28 2022-11-30 Basf Se Pesticidal mixtures comprising metyltetraprole
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EP4119547A1 (en) 2021-07-12 2023-01-18 Basf Se Triazole compounds for the control of invertebrate pests
AU2022321882A1 (en) 2021-08-02 2024-02-15 Basf Se (3-pirydyl)-quinazoline
CN117794908A (zh) 2021-08-02 2024-03-29 巴斯夫欧洲公司 (3-喹啉基)-喹唑啉
EP4140986A1 (en) 2021-08-23 2023-03-01 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4140995A1 (en) 2021-08-27 2023-03-01 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4151631A1 (en) 2021-09-20 2023-03-22 Basf Se Heterocyclic compounds for the control of invertebrate pests
WO2023072670A1 (en) 2021-10-28 2023-05-04 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors x
WO2023072671A1 (en) 2021-10-28 2023-05-04 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors ix
EP4194453A1 (en) 2021-12-08 2023-06-14 Basf Se Pyrazine compounds for the control of invertebrate pests
EP4198023A1 (en) 2021-12-16 2023-06-21 Basf Se Pesticidally active thiosemicarbazone compounds
AR127972A1 (es) 2021-12-17 2024-03-13 Pi Industries Ltd Novedosos compuestos de piridina carboxamida bicíclica sustituida fusionada para combatir hongos fitopatogénicos
EP4238971A1 (en) 2022-03-02 2023-09-06 Basf Se Substituted isoxazoline derivatives
CN114751879B (zh) * 2022-04-18 2023-06-23 中原工学院 一种呋喃基双长链季铵盐化合物、制备方法及其应用
WO2023203066A1 (en) 2022-04-21 2023-10-26 Basf Se Synergistic action as nitrification inhibitors of dcd oligomers with alkoxypyrazole and its oligomers
WO2024028243A1 (en) 2022-08-02 2024-02-08 Basf Se Pyrazolo pesticidal compounds
EP4342885A1 (en) 2022-09-20 2024-03-27 Basf Se N-(3-(aminomethyl)-phenyl)-5-(4-phenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-amine derivatives and similar compounds as pesticides
EP4361126A1 (en) 2022-10-24 2024-05-01 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi containing an amino acid substitution f129l in the mitochondrial cytochrome b protein conferring resistance to qo inhibitors xv
WO2024104813A1 (en) 2022-11-14 2024-05-23 Basf Se Fungicidal mixture comprising substituted pyridines
WO2024104814A1 (en) 2022-11-16 2024-05-23 Basf Se Fungicidal mixture comprising substituted pyridines
WO2024104823A1 (en) 2022-11-16 2024-05-23 Basf Se New substituted tetrahydrobenzoxazepine
WO2024104815A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted benzodiazepines as fungicides
WO2024104822A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted tetrahydrobenzodiazepine as fungicides
WO2024104818A1 (en) 2022-11-16 2024-05-23 Basf Se Substituted benzodiazepines as fungicides
EP4389210A1 (en) 2022-12-21 2024-06-26 Basf Se Heteroaryl compounds for the control of invertebrate pests
WO2024165343A1 (en) 2023-02-08 2024-08-15 Basf Se New substituted quinoline compounds for combatitng phytopathogenic fungi
WO2024194038A1 (en) 2023-03-17 2024-09-26 Basf Se Substituted pyridyl/pyrazidyl dihydrobenzothiazepine compounds for combatting phytopathogenic fungi

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH02129171A (ja) * 1988-11-08 1990-05-17 Nissan Chem Ind Ltd ピラゾールカルボキサニリド誘導体及び有害生物防除剤
PH27357A (en) * 1989-09-22 1993-06-21 Fujisawa Pharmaceutical Co Pyrazole derivatives and pharmaceutical compositions comprising the same
CA2081935C (en) * 1991-11-22 2004-05-25 Karl Eicken Anilide derivatives and their use for combating botrytis
US5223526A (en) * 1991-12-06 1993-06-29 Monsanto Company Pyrazole carboxanilide fungicides and use
RU94030477A (ru) * 1991-12-06 1997-04-27 Монсанто Компани (US) Пиразолкарбоксанилидные фунгициды, композиция и способ подавления грибковых заболеваний
DE4231517A1 (de) * 1992-09-21 1994-03-24 Basf Ag Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen
US5498624A (en) * 1995-05-03 1996-03-12 Monsanto Company Selected pyrazolyl derivatives
GB0001447D0 (en) * 2000-01-21 2000-03-08 Novartis Ag Organic compounds
GB0322012D0 (en) * 2003-09-19 2003-10-22 Syngenta Participations Ag Chemical compounds

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012055864A1 (en) 2010-10-27 2012-05-03 Solvay Sa Process for the preparation of pyrazole-4-carboxamides
US8987470B2 (en) 2010-10-27 2015-03-24 Solvay Sa Process for the preparation of pyrazole-4-carboxamides
WO2015000715A1 (en) 2013-07-02 2015-01-08 Syngenta Participations Ag Pesticidally active bi- or tricyclic heterocycles with sulfur containing substituents
EP3778598A2 (en) 2013-07-02 2021-02-17 Syngenta Participations Ag Pesticidally active bi- or tricyclic heterocycles with sulfur containing substituents
EP2873668A1 (en) 2013-11-13 2015-05-20 Syngenta Participations AG. Pesticidally active bicyclic heterocycles with sulphur containing substituents
WO2015071180A1 (en) 2013-11-13 2015-05-21 Syngenta Participations Ag Pesticidally active bicyclic heterocycles with sulphur containing substituents
WO2015091945A1 (en) 2013-12-20 2015-06-25 Syngenta Participations Ag Pesticidally active substituted 5,5-bicyclic heterocycles with sulphur containing substituents
EP2980078A1 (en) 2014-07-29 2016-02-03 Solvay SA Process for the preparation of pyrazole-4-carboxamides

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WO2003074491A1 (en) 2003-09-12
IL163692A0 (en) 2005-12-18
FR12C0019I2 (fr) 2013-08-16
PT1480955E (pt) 2007-09-28
SI1480955T1 (sl) 2007-12-31
JP4511191B2 (ja) 2010-07-28
CN1293058C (zh) 2007-01-03
EG23424A (en) 2005-07-12
DE60314600D1 (de) 2007-08-09
EP1829865A3 (en) 2007-09-19
RU2004129580A (ru) 2005-04-10
CO5611120A2 (es) 2006-02-28
HK1079785B (zh) 2007-08-10
PL215167B1 (pl) 2013-10-31
EP1480955A1 (en) 2004-12-01
HUS1800002I1 (hu) 2018-02-28
NL350085I2 (nl) 2018-03-20
ES2288597T3 (es) 2008-01-16
EP1829865A2 (en) 2007-09-05
CA2477931C (en) 2011-02-01
US7951752B2 (en) 2011-05-31
ATE365719T1 (de) 2007-07-15
AU2003208490A1 (en) 2003-09-16
HK1079785A1 (en) 2006-04-13
US20050221989A1 (en) 2005-10-06
AR087049A2 (es) 2014-02-12
ZA200406395B (en) 2005-11-30
CR7454A (es) 2008-10-27
TWI332820B (en) 2010-11-11
TW200408626A (en) 2004-06-01
KR20040091090A (ko) 2004-10-27
CY1106867T1 (el) 2012-09-26
CN1639128A (zh) 2005-07-13
FR12C0019I1 (fr) 2012-04-27
KR100818540B1 (ko) 2008-04-01
DE60314600T2 (de) 2007-12-27
DK1480955T3 (da) 2007-10-29
ECSP045276A (es) 2004-10-26
BR0308230A (pt) 2004-12-28
US20090197925A1 (en) 2009-08-06
PL372493A1 (en) 2005-07-25
AR038717A1 (es) 2005-01-26
MXPA04008314A (es) 2004-11-26
CR20120481A (es) 2012-11-16
CA2477931A1 (en) 2003-09-12
BR0308230B1 (pt) 2014-05-20
RU2323931C2 (ru) 2008-05-10
JP2005532271A (ja) 2005-10-27

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